Development of a Practical and Efficient Synthesis of SIPI-4884, a HMG CoA Reductase Inhibitor for the Treatment of Hypercholesterolemia

Hao, Qun; Pan, Jing; Li, Yongjia; Cai, Zengxuan; Zhou, Weicheng

doi:10.1021/op400060z

Cited by 5 publications

(5 citation statements)

References 6 publications

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“…Similarly, more hepatoselective derivatives of rosuvastatin (e.g., derivative 9) have been investigated [28,30]. Quinoline derivatives analogous to pitavastatin (e.g., derivative 10) have also been identified as interesting targets in this context [25,32,36]. In addition, drug candidates based on other heterocyclic motifs that had previously been less frequent in statin chemistry, such as pyrazole (e.g., derivatives 11, 12, 13) [24,26,31,34] and imidazole (e.g., derivatives 14, 15) [29,33], have also been prepared and investigated within this framework (Fig.…”

Section: Hepatoselective Super-statinsmentioning

confidence: 99%

Recent Progress in the Synthesis of Super-Statins

Časar

2015

Topics in Heterocyclic Chemistry

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Super-statins now represent a mature class of marketed drugs that faces the patent cliff, as has already occurred for fluvastatin and atorvastatin and is approaching for rosuvastatin and pitavastatin. However, they continue to trigger huge scientific interest in terms of their efficient preparation. This is not surprising, as easier accessibility of super-statins will promote even bigger demand in the market and consequently the need for higher rates of the production and productivity. Therefore, the stimulus for the development of even more efficient synthetic approaches to the heterocyclic moieties of super-statins and their chiral lateralchain precursors is at a peak, as also for the assembly of the these two parts into super-statins. The present report summarizes recent developments in the field of the synthesis of super-statins published from 2010 to 2015. Emphasis is given to the analysis of novel approaches to the formation of the chiral statin lateral chain, with detailed discussion of the development of new routes to respective heterocyclic cores and the assembly of these key units into the final super-statin structure.

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Section: Hepatoselective Super-statinsmentioning

confidence: 99%

Recent Progress in the Synthesis of Super-Statins

Časar

2015

Topics in Heterocyclic Chemistry

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“…The latest trend in catalyst synthesis is the use of molecules found in metabolic pathways (i.e., magnesium, , zinc, − and calcium). , To date, scientists have developed dozens of catalysts based on zinc. − Unfortunately, their use leads to low-molecular-weight PLA ( M w < 15 kg/mol). Less scientific work concerns catalysts of magnesium and calcium. , Polymerizations catalyzed with Ca and Mg salts have a long time of reaction (1–4 days) and polymer molar mass under 13 kg/mol.…”

Section: Introductionmentioning

confidence: 99%

“…The latest trend in catalyst synthesis is the use of molecules found in metabolic pathways (i.e., magnesium, 52,53 zinc, 54−60 and calcium). 61,62 To date, scientists have developed dozens of catalysts based on zinc. 54−60 Unfortunately, their use leads to low-molecular-weight PLA (M w < 15 kg/mol).…”

Section: ■ Introductionmentioning

confidence: 99%

Biocompatible Catalysts for Lactide Polymerization—Catalyst Activity, Racemization Effect, and Optimization of the Polymerization Based On Design of Experiments

Gadomska‐Gajadhur

Ruśkowski

2020

Org. Process Res. Dev.

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An original synthesis of Ca, Mg, and Zn 2-ethylhexanoate (octoate) obtained by reaction between metallic powder with 2-ethylhexanoic acid was achieved. The activities of obtaining biocompatible catalysts of lactide polymerization were tested. The most active catalyst was zinc 2-ethylhexanoate (ZnOct 2 ), and the lowest activity catalyst was calcium 2-ethylhexanoate (CaOct 2 ). The ROP process was successfully optimized by using the design of the experiment. Polylactide with M w = 82.3 kg/mol with lactide conversion up to 85% and 8% content of D-lactic acid has been obtained. Thus, the obtained polylactides can be used in medical and pharmaceutical devices.

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“…The Box–Behnken plan for three variables was used. The significance of the coefficients of the regression equation was determined using the Student’s test. − The optimal conditions for polycondensation were predicted using the Microsoft Solver add-in. , …”

Section: Introductionmentioning

confidence: 99%

Optimization of Poly(glycerol sebacate) Synthesis for Biomedical Purposes with the Design of Experiments

Gadomska‐Gajadhur

Wrzecionek

Matyszczak

et al. 2018

Org. Process Res. Dev.

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Efficient, original synthesis of poly(glycerol sebacate) (PGS) via polycondensation of glycerine and sebacic acid was achieved. The process was successfully optimized by using the Box–Behnken design. PGS was obtained with a high conversion of the carboxylic group (89%) and a very high degree of esterification (∼82%), containing no catalysts residues. A method was developed for purification of prepolymer PGS. Because biocompatible substrates are used, this method for obtaining the polymer can be used in medical and pharmaceutical applications.

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Development of a Practical and Efficient Synthesis of SIPI-4884, a HMG CoA Reductase Inhibitor for the Treatment of Hypercholesterolemia

Cited by 5 publications

References 6 publications

Recent Progress in the Synthesis of Super-Statins

Recent Progress in the Synthesis of Super-Statins

Biocompatible Catalysts for Lactide Polymerization—Catalyst Activity, Racemization Effect, and Optimization of the Polymerization Based On Design of Experiments

Optimization of Poly(glycerol sebacate) Synthesis for Biomedical Purposes with the Design of Experiments

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